Site-Selective C─H Bond Functionalization of Sugars

Site-Selective C─H Bond Functionalization of Sugars

Λεπτομέρειες βιβλιογραφικής εγγραφής
Parent link:Angewandte Chemie.— .— Washington: John Wiley and Sons Ltd.
Vol. 64, iss. 19.— 2025.— Article number e202424455, 9 p.
Άλλοι συγγραφείς: Stepanova E. V. Elena Vladimirovna, Shatskiy A. Andrey, Doroshenko I. A. Ivan Alekseevich
Περίληψη:Title screen
Non-typical C-functionalized sugars represent a prominent yet hardly accessible class of biologically-active compounds. The available synthetic methodologies toward such sugar derivatives suffer either from an extensive use of protecting groups, requiring long and laborious synthetic manipulations, or from limited predictability and noncontrollable site-selectivity of the employed C-functionalization reactions. In this work, we disclose an alternative synthetic methodology toward nontypical sugars that allows facile, site-selective, and stereocontrolled C-functionalization of sugars through a traceless tethering approach. The described silyl-based redox-active tethering group appends directly to the unprotected sugar substrate and mediates the C-functionalization reaction through a photochemically-promoted 1,6-hydrogen atom transfer (HAT) mechanism, while transforming into a readily-removable silyl protecting group. The protocol is compatible with a variety of unprotected carbohydrate substrates featuring sensitive aglycons and a diverse set of coupling partners, providing a straightforward and scalable route to pharmaceutically relevant C-functionalized carbohydrate conjugates
Текстовый файл
AM_Agreement
Γλώσσα:Αγγλικά
Έκδοση: 2025
Θέματα:
электронный ресурс
труды учёных ТПУ
Διαθέσιμο Online:https://doi.org/10.1002/anie.202424455
Μορφή: Ηλεκτρονική πηγή Κεφάλαιο βιβλίου
KOHA link:https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=685155

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